2018
DOI: 10.3389/fchem.2018.00294
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Synthesis, Antiviral, and Antimicrobial Evaluation of Benzyl Protected Diversified C-nucleosides

Abstract: Formyl glycals are the versatile synthetic intermediates and can serves as precursor for the synthesis of various C and N-nucleosides. Due to the presence of electron donating and electron withdrawing character on formyl sugars which makes the molecule more susceptible to nucleophilic attack. Utilizing same strategy, we propose the synthesis of diversified C-nucleosides (3-14) by reaction with N,N dinucleophiles. These nucleoside analogs were than tested against viral, bacterial and fungal strains.

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Cited by 3 publications
(2 citation statements)
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References 17 publications
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“…Compounds 36 and 37 (Figure 3) persuaded cellular toxicity for the viral strains, but they were deficient compared to the two controls used. Moreover, the lower cytotoxicity of acyclic nucleosides was because of the benzyl-protecting groups, which resulted in low solubility and, hence, low availability of the virus [79].…”
Section: Pyrazole Derivativesmentioning
confidence: 99%
“…Compounds 36 and 37 (Figure 3) persuaded cellular toxicity for the viral strains, but they were deficient compared to the two controls used. Moreover, the lower cytotoxicity of acyclic nucleosides was because of the benzyl-protecting groups, which resulted in low solubility and, hence, low availability of the virus [79].…”
Section: Pyrazole Derivativesmentioning
confidence: 99%
“…Because formyl sugars have both electron-donating as well as electron-withdrawing properties, the molecule is more vulnerable to attack by a nucleophile. Bari and co-workers 67 synthesized a variety of C -nucleosides 64 – 69 by reactions with N , N -dinucleophiles using a similar strategy (Scheme 15 ). A novel methodology was utilized for the synthesis of pyrazole-acyclo- C -nucleoside 64 by reacting formyl-bearing sugar 6a with cyanoethylhydrazine in refluxing ethanol.…”
Section: Applications Of C -2-formyl Glycalsmentioning
confidence: 99%